The Wittig olefination, or the Wittig reaction, is a classical way to install an olefin group from a parent aldehyde, or in some cases a ketone or other less reactive carbonyl group. The Wittig olefination is incurred using a phosphonium ylide (
1), which can exist as a stable compound, or can be generated from a salt form (
2)
in situ by treatment with base. Wittig reactions often provide the
Z-olefin as the exclusive product, but varied conditions can provide the
E-olefin product. Because nearly all Wittig reagents are derived from
PPh3, custom or specific phosphonium ylides can be readily synthesized.